Tag: Online sissy training

Royal Roleplay

Forced Sissy Training

It shouldn’t be rocket science, even for a little sissy fuck cuck like you darling. What I want is your complete and total submission. I am the Queen of the sissy trainers, because a little fucking roleplay is erotic and hot. You know I’m right, so submit to me and join my faggot boys in their complete and total worship of me.
I need you to dress the part. You’re a Duchess now, so don’t be dumb. No, you can’t play with your clitty right now little girl. Leave it in it’s cage. Come put on your panties, and stockings, and heels. Get into a lovely gown. It’s time to entertain the entire court. You know I love it when you and your sissy slave sisters suck off my guests for everyone to see. How humiliating, isn’t it darling? And yet you love every second of it.
I want to see you beg these esteemed gentlemen to strip them of their trousers, and their undergarments. We all want to see you sweet sissy princess pets slobber on their man meat. Give us a real show, and choke those Royal Cocks down your duchess throats. I want those oral fuckholes of yours getting pounded and filled up by hot cum. What are you waiting for? Everyone loves a little historical fucking fiction.

BBC Sissy Trainer

Welcome to Online Sissy Training

online sissy trainingWhen you specialize in online sissy training, you get to talk to folks from all over the world and all walks of life. I have a new sissy in my ever growing posses of sissies, cucks and faggots. This sissy is unique in many ways. First, she is from West Virginia. Not a state any of us get many calls from. A sissy thrives in a metropolitan area. At least out sissies do. Why? If you are under my tutelage as a sissy, there are things you need to do. Steps to becoming a sissy. For example, one of my favorite tasks is to send a sissy to Victoria Secret’s to try on bra and panty sets. I demand my sissies be honest that the purchase is for them. In smaller rural areas, this is not as easy because lots of folks know each other and the sales ladies do not get men buying lingerie for themselves often. A guy will stand out. Another task I am fond of is sending sissies to glory holes to learn some cock sucking skills. Small towns either do not have a glory hole or a fruit loop, or it is just too risky to go to one. As a sissy trainer, I care about my sissies. I do not want any of them harmed for being who they are. This new sissy was different also in that she has a military background and is masculine on the outside. A lot of sissies, most sissies, have small dicks and not much testosterone. My newest sissy has a 7-inch dick and is in shape too. No worries though. I will stick a big dick or a sissy clit in sissy panties all the same. This sissy also has some self-discipline. She has long been caged to prevent her from jacking off too much. My guess is her military background has helped her be disciplined. I love my job. I love training sissies from the ones with no clue yet that they are sissies to the ones already dedicated to being the best sissy they can be. Sissy school is open no matter where you fall on the spectrum.

sissy panties

My Sissies Love To Suck Cock

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Today was a fun day. I set up a playdate with my sorry ass short dick husband and my favorite flaming sissy. I dressed them all pretty in princess dresses and tiaras and panties and little mary jane shoes. They looked gorgeous. Of course, I didn’t forget that shiny pink lip glass that always sets them apart and makes their little clitties leak. Then the guest of honor arrived, with a friend. The sissies were practically dancing at the outlines of those big cocks under their pants. Not to keep them waiting I let them pull down their sweatpants ad take a look at those beasts. On their knees they went and started to suck the big thick balls and long hard cocks like fiends. I just laughed as I watched the wet spots appear. They sucked and stroked until those cocks were full of veins and pre-cum was leaking from the heads. I got on the bed and waited for those sissies to guide those cocks inside me. One deep inside my juicy wet cunt and the other inside my tight little asshole. They watched as those massive dicks fucked me hard and filled me with their warm yummy cum. With their tongues practically wagging they licked their cocks clean and then sucked all the cum from my pussy and ass. Then I let them sit side by side and we watched as they jerked each other off. We laughed at those tiny cocks with those little loads leaving little more than droplets on their hands.

Femboy Training The Masses

femboy training

Hello, sissy slut. It is time for your Femboy training. Don’t you want to be just like me? Pretty, petite, enjoying all my feminine wiles. Look at you stuck in a mans world. You will never be a complete female, just a sissy who enjoys all the things that belong to a woman. 

Female clothes, shoes, and jewelry and even make-up. 

There is something else you long for. I know what it is. But without complete submission, there will be no taste of cock for you. I can leave you where you are, you know? In your scratchy boxers, pants and suit jacket. You look around at the office and you see the pretty females getting everything you want. Everything you could have if you were born a pretty woman. If I want to suck a nice dick I can. Whoever and whenever I want. I can go shopping for panties every day of the week, in public. 

I can buy that little black dress and wear it out anywhere I want to go. I was thinking about one of my poor sissy slaves today. Stuck in a meeting and wishing they were in an adult bookstore sucking cock wearing that new dress and silk panties he had just bought. 

That’s why I love what I do. With me you can have any sissy fantasy you want, you can be trained to go and do more sissy slut things, like suck a big fat cock and report back. Bounce on a dildo in that $500 dress you just bought. You can let a female who knows how to control you and bring out everything female, and rule your life while we are together. 

The sissy world is your oyster and you need me just as much as I need your submission! I am not a cold uncaring woman, I know every sissy boi needs a mistress that can make the transition from Little dicked man to full sissy and easy one. Dominance is not a bad thing in your online sissy training. It’s just how I can bring out the most soft and girly side of you and let you be able to get that cock, confess your antics and be free for a while !

Sissy the liar

sissy maid training

I went to a sissy auction the other day and bought a few to help in the household. I have been in need for a good maid and I bought one that said she was already trained. I discovered her lie after I allowed her to clean my office. She was wearing way too many clothes, she couldn’t dust at all and she looked at the vacuum like it was going to bite her. I pulled her over my knee and beat her ass black and blue for lying. The next morning when she got up there was a maid uniform and some pretty panties waiting. She came in the office and was embarrassed and holding her hands in front of her tiny clitty and balls. I had her come over to me behind my desk where I had her new cock cage waiting.  I played with that small cock for a minute until she got hard and I then snapped her in. She whined about being turned on and that I should help her. She got another round of spanking for that one. I then took her by the hand and showed her how to dust, wipe clean and then how to use the vacuum. I watched for a bit as her pretty ass swayed in front of me as she vacuumed and decided that I wanted some fun. I grabbed one of the dildos that I keep in my desk for this type of occasion and went over and turned off the vacuum. She turned to face me and I told her that I was going to have some fun now with her body. She saw the dildo and her eyes widened in terror. I told her to bend over and grab her ankles because this was going into her ass for the rest of the time that she was cleaning. She had tears dripping from her eyes as I lubed that dildo up and placed it in her ass. I told her that if she dropped it that she would be cleaning the floors with her tongue.  

Sissy’s R Us

I am a newer BBC sissy trainer who is seeking some new blood. I am seeking those who are looking for a new mistress to serve on their knees. A new mistress to keep clean both front and back. A new mistress to keep happy by being tortured at her command. To wear a new cock cage and enjoy the lack of touching on your cock. Be reminded daily that the only place that you belong is on the floor under your mistresses feet. This mistress is fair but will quickly become angry if her rules are not followed. You will do what I say, when I say it. I will reward when deserved and PUNISH when needed. If this is what you are looking for then here I am. I will be awaiting your call

The Sissy Games

Mistress Phone Sex

My darling sissy boys have been cooped up in the castle for days now due to inclimate weather. Well, I wanted to humiliate them a bit, just for my own enjoyment. I called up my closest confidants; countesses and dutchesses from across the meadows. We brought in the tailors, and what ensued was three days of extreme sissification.
We played dress up with my little femboy bitches; every one of us ladies got a pet. We had a fashion competition with them! The winner would get to cum by the hand of their Mistress. Whoever came in last would be given a public humiliation in court. The entire Kingdom would attend.
That is my favorite part, to be honest; watching my sissy girl scream and beg and cry as she is tickled and edged mercilessly, only to be locked back in her little clit cage for an entire year. My Ladies always enjoy it too; my other sissies lick and stroke our perfect royal cunts while we watch, and we play a game with them too. The concept is the same; whoever makes their Mistress cum first also gets to cum. Whoever doesn’t make their Mistress cum on their sissy face gets the same treatment, until we’re out of sissy girls to torture. I still need a fembitch to be my pet and make me cum. Want to play?

Humiliation Phone Sex

Best Sissy Trainer On and Off the Phone

best sissy trainerI enjoy being the best sissy trainer online. My sissy twins will tell you I am the best trainer in the real world too. Most moms would be appalled if they had boys like mine. Even when they were just tots, they were playing in my panty drawer. I knew they were special. They preferred my panties to their superhero underwear. They preferred their sister’s Barbie dolls to their Legos or Matchbox cars. They had crushes on male celebrities. They just never showed any outward masculinity. I started my career as a professional dominatrix. My boys are the reason I became a sissy trainer. I read up on it so I would be able to help them. Parents can harm their offspring if not careful how they handle outside the box interests. They are my boys. Gay or straight. Sissy or masculine, I was going to nurture them. I took them dress shopping. I helped them with their hair and make-up. I taught them how to suck cock and take it up their sissy pussies. They are rocking the sissy look now. They are secure in who they are too. Online sissy training is popular. I get it. You are a closeted sissy with no one to confide in or no one to share your sissy tales with. I helped my two boys become sissy girls so I can help you. Are you ready to come out of the closet yet and embrace your sissy life?

A Halloween Treat

mistress phone sex

Oh, my sissy showed up at the door wearing the matching costume I had for him and my husband. They were both Disney Princesses this year. The looked adorable in their little dresses and tiaras. However, I did make one adjustment. I ripped their dresses so they were super short, and I could get a nice view of their pink sissy panties I had picked out for them. Now a touch of lip gloss and we were ready for Halloween. I had already called the anaconda to come see me and the sissies were ready and waiting when he arrived. Always on their knees where they belong. He laughed at their cute dresses as he pulled his cock out and smacked them in the face with it. Then he told them to suck it, like they were bobbing for apples. Once he was hard and wet spots appeared in the princess panties, I had them guide that beast into my wet pretty pussy. Their little hands trembling with excitement as they pushed that beast inside me. Then they watched as he pounded my cunt. Since it was Halloween, he decided they needed a treat. When he was about to cum, he pulled out and graced their little tongues with his warm hot yummy cum. They licked it all up like the cum whores they are. We had much more fun and I will give you all the hot naughty details when we talk. I will be waiting for you.

Online sissy training Kayla the Switch

online sissy trainingOnline sissy training Travis Aka sissy Kayla has been quite the experience! See he is a closet fag. He has to run and hide our phone calls because his wife doesn’t know about his indiscretions. I mean surely she has to know he is an uncover bisexual cock sucker! I could tell right away! Vibrating anal beads up that sweet back door ass pussy as he drives to get them food. He wants to tell me all about his craving for African food. BBC. His pink panties are under his work clothes in the mornings and he is jacking that cock off to me and him roleplaying some fun scenarios. And as Dominate as I am I have that switch part of me that will cave for a strong hand. I am a brat and when Kayla becomes Travis again and wants to fuck the shit out of me, I laugh and get snide with him. But my pussy is telling me that I want him to top me. I yell out fag, and he says I am his slutty whore. It sounds like a white trash scene from one of his porn movies. I give him his cock sucking home work for the week and tell him that he is still a faggot even though he likes pussy too. Don’t get me wrong I am still strong in my sissy phone sex game, but as a tease and a brat, I work well with sissy men who have a little more substance in their panties. And a little opphhh to back that faggot ass up! I do love a nice cock call with non faggots too! Just a brat with a whore pussy who can switch it up!